Ethanol → 3-(Benzo[b]thiophen-4-yl)-5,6-dihydroimidazo[2,1-b]thiazole hydrochloride

HRID 2183592

Reaktionsgleichung

Reaktionsgleichung von HRID 2183592
[S:1]1[CH:5]=[CH:4][C:3]2[C:6]([C:10](=O)[CH2:11][Cl:12])=[CH:7][CH:8]=[CH:9][C:2]1=2.[NH:14]1[CH2:18][CH2:17][NH:16][C:15]1=[S:19].C(O)C>C(O)(=O)C>[ClH:12].[S:1]1[CH:5]=[CH:4][C:3]2[C:6]([C:10]3[N:16]4[CH2:17][CH2:18][N:14]=[C:15]4[S:19][CH:11]=3)=[CH:7][CH:8]=[CH:9][C:2]1=2

Komponenten

5

Edukt 3

HCID 702EthanolHCID 2723650EthylenethioureaHCID 224737991-(Benzo[b]thiophen-4-yl)-2-chloroethan-1-one

Produkt 1

HCID 224738373-(Benzo[b]thiophen-4-yl)-5,6-dihydroimidazo[2,1-b]thiazole hydrochlorideAusbeute 107,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A mixture of 1-(benzo[b]thiophen-4-yl)-2-chloroethan-1-one (1.15 g), 2-imidazolidinethione (0.57 g), ethanol (10 ml) and acetic acid (6 ml) was heated under reflux for 18 hours then cooled to ambient temperature. The solvents were removed in vacuo and the residue was triturated with ether (30 ml). The resulting solid was collected by filtration, washed with ether (30 ml) and dried in vacuo at 40° C. to give 3-(benzo[b]thiophen-4-yl)-5,6-dihydroimidazo[2,1-b]thiazole hydrochloride (1.73 g) as a cream solid, m.p. 246-249° C.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 18 hours
  3. customThe solvents were removed in vacuo
  4. customthe residue was triturated with ether (30 ml)
  5. filtrationThe resulting solid was collected by filtration
  6. washwashed with ether (30 ml)
  7. customdried in vacuo at 40° C.

Quellen und Nachweise

ORD-Eintrag
ord-5817eaaee1a84fc79c01a652dd385234
Quelldatensatz
uspto-grants-2005_05
Patentnummer
US06900216B2

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